tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate

Base Information

Chemical Name:tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate
CAS No.:1431546-26-7
Molecular Formula:C₂₆H₃₃ClN₂O₅
Molecular Weight:489.011
Hs Code.:

Synonyms:tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate

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Chemical Property of tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate

Chemical Property:

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Technology Process of tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate

There total 6 articles about tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 20624-87-7
3-chloro-4,5-dimethoxybenzoic acid

: 725228-49-9
tert-butyl 3-(piperidin-4-yl)benzylcarbamate

: 1431546-26-7
tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate

Guidance literature:: 3-chloro-4,5-dimethoxybenzoic acid; With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃; for 0.25h;

tert-butyl 3-(piperidin-4-yl)benzylcarbamate; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/acs.jmedchem.9b01689

Reference yield:

: benzyl 4-(3-cyanophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

: 1431546-26-7
tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 0 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h

3.1: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 0.25 h / 0 °C

3.2: 4 h / 20 °C

With dmap; sodium tetrahydroborate; nickel(II) chloride hexahydrate; palladium 10% on activated carbon; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane;
DOI:10.1021/acs.jmedchem.9b01689

Reference yield:

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 1431546-26-7
tert-butyl (3-(1-(3-chloro-4,5-dimethoxybenzoyl)piperidin-4-yl)benzyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile; water / 1 h / 90 °C

3.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 0 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h

5.1: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 0.25 h / 0 °C

5.2: 4 h / 20 °C

With dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nickel(II) chloride hexahydrate; palladium 10% on activated carbon; hydrogen; sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetonitrile;
DOI:10.1021/acs.jmedchem.9b01689